Vacation rentals with outdoor seating in Herolds Bay

Ocean View Villa Wilderness

Ocean View Villa Wilderness is a Luxury Villa occupying a prime location at the top of the exclusive residential Constantia Drive in Wilderness. This modern and architectural house is well-designed with ample glass, allowing for light filled interiors offering the same panoramic ocean views as outdoors. Backed up by solar panels and lithium batteries thus not effected by load shedding. Part of the Constantia Kloof conservancy, relax to the sound of the birds as well as that of the ocean.

Villa with sea & lagoon view, gym and heated pool

Overlooking the ocean and the lagoon, nestled in a bird conservancy against a forested hill and 5 minute drive from pristine beaches and the center of Wilderness, this stylish self-catering house offers spacious living and dining spaces, a deck with a heated pool, 3 bedrooms with en-suite bathrooms and private terraces with views on the sea and the forest. Amenities include a home gym, Pilates equipment, Weber braai, smart TV 75”, full DSTV, Play Station 4, fussball table, and uncapped Wi-Fi.

PelserPlesier @Oubaai (Full Inverter)

Pure bliss. Thats's the feeling that will strike you at PelserPlesier. Been wanting to get away with the family for a while now? Been planning to get the boys together for nice weekend of golf? Been dreaming of unwinding with a good book and some of your favourite wine? Outeniqua mountains, Indian ocean, Oubaai golf course, everything you need around you! Stop making excuses. Life is short. We look forward to hosting you at PelserPlesier! Ps: We have a installed inverter system to cover LS!

Sky Light Apt 3

Nested beneath the beach dunes of the beautiful and secluded Wilderness beach, Sky Light offers a peaceful and stylish boutique experience. With a spacious room featuring a kitchenette, king size bed, bathroom and l-shaped couch, this sky-lit haven designed from the ground up for your enjoyment includes a plunge pool, five minute walk over the dune to the beach, close proximity to the Wilderness restaurants and Sedgfield Market, paragliding, canoeing and everything that Wilderness offers.

Silverlake Cabin: tranquil expansive views.

Contemporary wood styled cabin with unlimited views of Island Lake, Serpentine River and Outeniqua mountains, allowing for absorbing moments, sunrise to sunset. A gem for outdoor enthusiasts, nature lovers, birders, photographers and those seeking peace and quiet, to recharge and to restore. Paragliding, beaches, and the village of Wilderness all within easy drive, as are neighbouring Garden Route towns and adventure spots. Solar and gas ensure constant power, ideal for remote working.

Magic Garden Cabin, Wilderness Heights

Surrounded by the magic Outeniqua mountains and fynbos, we welcome you to our little slice of wilderness bliss! Our dream for the land is to create a sustainable home and restore this stunning piece of African earth, to live simply and respect nature. We are in the process of rehabilitating our land. We wish to share this wonderful place, its STUNNING views & gardens with like-minded people & travellers and encourage you to explore the beauty that surrounds us here in the Garden Route.

Luxury in nature. Solar Powered. Endless sea views

Experience the ultimate coastal lifestyle in our luxury cliff-top home with stunning ocean views from every room. Our organic modern design features natural wood and designer soft furnishings. Dip in our semi heated pool, or enjoy our yoga & chill deck or cook a meal in our designer kitchen. Complete with solar power system & set in a private nature reserve. Just 25 mins from George Airport, 15 mins from the Garden Route Mall and Wilderness. Come unwind in comfort & style.

River House - Luxury Cabin -Private Beach access

🪷The Riverhouse is where luxury meets raw nature. Set in Ballots Bay’s untouched reserve, it offers designer comfort, forest views, river sounds, and private beach access. Hike, fish, relax, and reconnect. This peaceful escape is remote, so come prepared—shops are a drive away. Perfect for couples and families seeking serenity and style. As E.M. Forster said, “What is the good of your stars... if they do not enter into our daily lives?” Let them in—book your stay.🪷

Lodge in the heart of the Wilderness Forest

Rustic charm in the heart of the Wilderness - 3km from Wilderness Central. A cozy forest Lodge which sleeps 2, 4 or 6 guests. This beautiful wooden lodge nestled amongst the treetops is peaceful & private. Cozy living spaces with small open plan equipped kitchen and private deck with view of the ocean and forest. Good quality linen, bath towels and soaps are included as well as high-speed Wifi. Communal rock pool and bbq area on the property.